In his intellectual autobiography Dream and Reality (Self-Knowledge in Russian), Berdyaev writes about his two interrogations by Communist authorities in the period between the Revolution and his exile in 1922, the first by the Cheka and the second by its successor organization, the GPU (eventually to evolve into the KGB). Our current information about the first is limited to Berdyaev’s own account and it is possible that no formal record was kept, for reasons I shall come to. The second is recorded in the GPU files and was published in 2005. In this article I shall consider these interrogations with regard to what they tell us about Berdyaev’s intellectual position on the eve of his expulsion from the Soviet Union and how he was perceived by the Soviet authorities. In the case of the 1922 interrogation, I shall preface my remarks with a translation of the protocol found in the GPU files. As this includes references to aspects of Soviet history that are familiar only to specialists, I shall also make some comments about these references before coming to the more interesting questions raised by the document. These include questions connected to the letters appended to the protocol of the interrogation that are of interest in their own right, not least since they indicate a connection between Berdyaev and the Dostoevsky scholar, M. M. Bakhtin.